Physicochemical Properties
| Molecular Formula | C18H24O10 |
| Molecular Weight | 400.38 |
| Exact Mass | 400.137 |
| CAS # | 114420-66-5 |
| Related CAS # | 114420-66-5 |
| PubChem CID | 5459131 |
| Appearance | White to off-white solid |
| Density | 1.51g/cm3 |
| Boiling Point | 729.1ºC at 760mmHg |
| Flash Point | 260.7ºC |
| Vapour Pressure | 2.58E-22mmHg at 25°C |
| Index of Refraction | 1.635 |
| LogP | -1.1 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 28 |
| Complexity | 505 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | O1C([H])(C([H])(C([H])(C([H])(C1([H])C([H])([H])O[H])O[H])O[H])O[H])OC([H])([H])[C@@]([H])(C([H])([H])OC(C([H])=C([H])C1C([H])=C([H])C(=C([H])C=1[H])O[H])=O)O[H] |
| InChi Key | PADHSFRQMFRWLS-MUWVXHEGSA-N |
| InChi Code | InChI=1S/C18H24O10/c19-7-13-15(23)16(24)17(25)18(28-13)27-9-12(21)8-26-14(22)6-3-10-1-4-11(20)5-2-10/h1-6,12-13,15-21,23-25H,7-9H2/b6-3+/t12-,13?,15?,16?,17?,18?/m1/s1 |
| Chemical Name | [(2S)-2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate |
| Synonyms | Regaloside A |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | p65 |
| ln Vitro |
In Raw 264.7 cells treated with LPS (1 μg/l; pretreatment for 15 min) Regaloside A (50 μg/mL; 2 hours) reduces COX-2 expression to 131.6 while inhibiting iNOS expression to 70.3. The ratio of p-p65/p-65 is reduced by regaloside A to 40.7[1]. In HASMCs with TNF-a (10 ng/ml; for 12 h), Regaloside A (50 μg/mL; pretreatment for 2 hours) reduces the expression of VCAM-1 to 48.6[1]. |
| References |
[1]. Phenylpropanoids from Lilium Asiatic hybrid flowers and their anti-inflammatory activities. Appl Biol Chem (2017) 60(5):527–533. |
| Additional Infomation | Regaloside A has been reported in Lilium pardalinum, Lilium auratum, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~249.76 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.24 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.24 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (6.24 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4976 mL | 12.4881 mL | 24.9763 mL | |
| 5 mM | 0.4995 mL | 2.4976 mL | 4.9953 mL | |
| 10 mM | 0.2498 mL | 1.2488 mL | 2.4976 mL |